3944-09-0

Basic information

• Product Name: 1,1-diphenylsiletane
• Synonyms: 1,1-diphenylsiletane
• CAS NO: 3944-09-0
• Molecular Formula: C₁₅H₁₆Si
• Molecular Weight: 224.37304
• EINECS: -0
• Mol File: 3944-09-0.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1,1-diphenylsiletane(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1-diphenylsiletane(3944-09-0)
• EPA Substance Registry System: 1,1-diphenylsiletane(3944-09-0)

Safety Data

• Hazardous Substances Data: 3944-09-0(Hazardous Substances Data)

Usage

General Description

1,1-diphenylsiletane is a chemical compound with the molecular formula C14H16Si. It is a colorless liquid that is insoluble in water and has a boiling point of 302-304 degrees Celsius. 1,1-diphenylsiletane is used in organic synthesis and in the production of high-performance polymers. It is also used as a precursor in the preparation of various silicon-containing compounds. 1,1-diphenylsiletane can undergo various chemical reactions, including cross-coupling reactions, which make it a versatile building block for the synthesis of complex organic molecules. Overall, this compound has applications in the fields of chemistry, materials science, and pharmaceuticals.

Upstream product

• 108-86-1 bromobenzene 
• 2351-33-9 1,1-dichlorosilacyclobutane 
• 2550-06-3 3-chloropropyltrichlorosilane 

Downstream Products

• 135067-96-8 1,1,3-Triphenyl-1-sila-2-cyclohexene 

Relevant articles and documents

Palladium-Catalyzed Enantioselective Carbene Insertion into Carbon-Silicon Bonds of Silacyclobutanes

We report herein a highly efficient palladium-catalyzed carbene insertion into strained Si-C bonds with excellent enantioselectivity, which provides a rapid and distinct method to access silacyclopentanes with a three- or four-substituted stereocenter asymmetrically. Mechanistic studies using hybrid density functional theory suggest a catalytic cycle involving oxidative addition, carbene migratory insertion, and reductive elimination. In addition, roles of the chiral ligands in controlling the reaction enantioselectivity are also elucidated.

Oxidation of Carbon-Silicon Bonds: The Dramatic Advantage of Strained Siletanes

(Matrix presented) Herein we report on the use of siletanes as substrates for the oxidation of carbon-silicon bonds. These tetraalkylsilanes are easy to handle yet susceptible to rapid ring opening and oxidation upon exposure to aqueous fluoride and peroxide. This combination of stability and reactivity presents many practical benefits, including compatibility with silicon protecting groups and electron-rich aromatic rings.

Palladium Catalyzed Reaction of Silacyclobutanes with Acetylenes

Whereas the reaction of 1,1-dimethyl-1-silacyclobutane (1a) with dimethyl acetylenedicarboxylate in the presence of Pd catalyst provides dimethyl 1,1-dimethyl-1-sila-2-cyclohexene-2,3-dicarboxylate almost exclusively, the reaction of 1a with phenylacetyle